Permanent Chastity Gay Stories

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Infinite Scroll

Jed Finally Drops Anchor

by Egmont Grigor on Sep 15, 2017
Romance

CHAPTER 1 Angrily clenching her fingers to a neck-size shape, Jessica Smart was on the brink of strangling her uncouth brother-in-law from the city who was staying with her and Mike for three weeks, and this was only day four. He'd already told her she had lovely tits -- tits mind you, not breasts or in a good mood she'd accept boobs -- not that he should b...

Jill's World Ch. 04

by Panthergirl on Dec 22, 2017
BDSM

I had trouble falling asleep again. First, images of Courtney, mocking me as I undressed and climbed onto the desk during lunch. Then, thoughts of Rebecca, how to end this enemy relationship. And of course, my freedom. I could wear anything I wanted tomorrow. I belonged to nobody. Such a thrill. And Jill. Why was I even considering it? What was wro...

First Foursome

by RedBones on Sep 19, 2017
Group Sex

My wife and I had only been married for about a year when we had our first foursome. We my wife and I were dating, she let me know up front that she was bi and hoped this would not inter with our relationship. To me, her being bi would only add to our relationship because I figured she would let me watch and hopefully she would share her girlfriends with me....

Adventures with Dolores

by beaverjoe on Sep 25, 2017
Mature

I've had a huge crush on one of my coworkers for the past few years. Her name is Dolores. She is 49 and a mother of three so she definitely qualifies as a MILF. Dolores is a little over five feet tall and is very slim with short brown hair. Her breasts are very small, my guess would be 34A, maybe B. My favorite part of her body is definitely her ass. It also...

Quinn Ch. 04

by 36FF_Tiki on Sep 13, 2017
Transsexuals & Crossdressers

This is a short bridge connecting the Saturday after the date to the Saturday off the Halloween party. This is a quick little chapter. Please keep in mind it's more a prelude to the party than a full chapter, I felt the events here needed to be presented separately. Hopefully, you will enjoy. +++++++++++++++++++++ Following our date, I hung out with Mom th...

Tickets to Paradise Ch. 02

by 8teenholes on Sep 16, 2017
Loving Wives

Kelly stayed away from the gym for a few days, too embarrassed of her behavior. She tried to go one morning when she thought Francisco would be off duty. She walked in the front door relieved that he was not there. She began her run on the treadmill, after 45 minutes of running she dismounted the machine to begin a long session of stretching and weight train...

Poppa's Cub Ch. 06

by LadyTigeress on Sep 17, 2017
Mature

Chapter Six The Harley throbbed to life as Mike passed the bar. He could feel Kyle's puzzlement and put a reassuring hand on his knee. He swooped in and out of local traffic gracefully. Kyle's new jacket protected him from the onrush of the air, the leather was stiff, and felt like armor. He wondered where they were going, but trusted Mike. He reflected u...

Girlfriend's Encouragement

by PleasureAddiction on May 16, 2018
Erotic Couplings

Editor's note: this story contains scenes of gay male sexual content. * I was lucky, for a number of reasons. I had a gorgeous girlfriend, one who stood 5'3 and had a slender build but having been such a strong emotional support for me, she was much larger than that. Shelby had dark brown hair on tanned skin, piercing green eyes that were always full of l...

Dykes of Hazard

by YANKEE DAN on Sep 19, 2017
Fetish

Hey, it’s me Wendy. It’s Friday, six p.m. I just came out to hunt for some pussy. Maybe it’s too early, normally I start at eight. But the week had sucked, I was desperate. It had been going fine until I blew it with Jobe. Why did I have to say that?!?! I’m a hardcore lesbo, I can’t be going through this again! It’s not fair! I did this already! It was back...

Bind & Strip Me Naked for Nude Day

by SuperHeroRalph on Sep 14, 2017
BDSM

This is a Nude Day contest story. Please vote. Husband and wife play sexy, albeit dangerous games of Nude Day bondage. * Roger and Denise were avid Literotica readers. They used the erotic stories on the site as inspirational fodder to spice up their sex lives. Sometimes, they included their best friends, Irene and Dave in their sexy games. Taking sexual...